1-benzyl 5-tert-butyl (5S)-3-benzyl-2-oxoimidazolidine-1,5-dicarboxylate → tert-butyl (S)-1-benzyl-2-oxoimidazolidine-4-carboxylate

HRID 1980298Notes

Reaction equation

HRID 1980298 reaction equation
[CH2:1]([N:8]1[CH2:12][C@@H:11]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[N:10](C(OCC2C=CC=CC=2)=O)[C:9]1=[O:30])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Pd].CO>[CH2:1]([N:8]1[CH2:12][C@@H:11]([C:13]([O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:14])[NH:10][C:9]1=[O:30])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 566359701-benzyl 5-tert-butyl (5S)-3-benzyl-2-oxoimidazolidine-1,5-dicarboxylate

Product 1

HCID 13053983tert-butyl (S)-1-benzyl-2-oxoimidazolidine-4-carboxylateYield 94.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

7.4 g of tert.-butyl (4S)-1-benzyl-3-benzyloxycarbonyl-2-oxo-imidazolidine-4-carboxylate, 0.1 g of palladium black and 200 ml of methanol are treated in the same manner as described in Preparation 1-(3). 4.7 g of tert.-butyl (4S)-1-benzyl-2-oxo-imidazolidine-4-carboxylate are obtained as colorless crystals. Yield: 94.3%

Workup

  1. customas described in Preparation 1-(3)

Sources & evidence

ORD record
ord-fcd500f3a6d84a07802484fdb92d9ad1
Source dataset
uspto-grants-1985_04
Patent number
US04508727

Reaction notes

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